Why salicylic acid is stronger acid than para hydroxybenzoic acid?

Salicylic acid is more acidic than para-hydroxy benzoic acid because in salicylic acid -OH group is present at the ortho position which accounts for the ortho effect and stabilises COO- by hydrogen bonding due to the -OH group.

Why does 4 hydroxybenzoic acid have a higher melting point than salicylic acid?

Intermolecular Hydrogen Bonds in 4-hydroxybenzoic acid The -OH and -COOH groups are pointing opposite each other and are unable to interact with each other within the molecule. This results in more extensive hydrogen bonds and higher melting point for 4-hydroxybenzoic acid.

Why is melting point of salicylic acid higher than acetylsalicylic acid?

However, the melting point of salicylic acid is expected to be higher than the melting point of aspirin as there are more hydrogen bonds formed which means that more energy is needed to break the bonds.

Does salicylic acid have a low melting point?

According to literature salicylic acid has a melting point of 159 °C.

Which is more acidic o salicylic acid or p salicylic acid?

Isolation of Hydroxy- and Methoxyhippuric Acids-The various hippuric acids derived from substituted benzoic acids are best isolated from human urine.

Is salicylic acid a phenol?

Salicylic acid contains a phenol group, and phenols are known to be irritating. Aspirin can be made by reacting salicylic acid with acetic acid in the presence of an acid catalyst. The phenol group on the salicylic acid forms an ester with the carboxyl group on the acetic acid.

Why boiling point of salicylic acid is lower than P hydroxybenzoic acid?

In salicyclic acid there is intramolecular attraction due less distance between the hydrogen of -OH group and the oxygen of -COOH group , while in para and meta benzoic acid there is compairtivly more intermolecular attraction then the intra molecular attraction . So salicyclic acid have a lower melting point .

Why is auto hydroxybenzoic acid more acidic than para hydroxybenzoic acid?

The intramolecular hydrogen bond in ortho-hydroxybenzoic acid between the COO− and the -OH groups forms a six membered ring. Since this structure is very stable, the deprotonation of the acid is favoured and the compound is more acidic.

Does salicylic acid have a high melting point?

Salicylic acid

How do you determine the melting point of salicylic acid?

A melting point tube is filled with the substance to be assayed. The tube is inserted with the open side into the device in a way that it is positioned alongside the thermometer. The melting point is determined by slow heating in the water bath.

Is hydroxybenzoic acid more acidic than salicylic acid?

NOTE- salicylic acid is eighteen times more acidic than benzoic acid whereas p- hydroxybenzoic acid is half as acidic.

What is the molecular weight of salicylic acid?

Salicylic acid PubChem CID 338 Synonyms salicylic acid 2-Hydroxybenzoic acid 69- Molecular Weight 138.12 Date s Modify 2021-08-28 Create 2004-09-16

Why is salicylic acid stronger than acetylsalicylate?

This raises the free energy of the carboxylate ion (by negative-negative charge repulsion) in salicylate more than in acetylsalicylate. Thus one would think that salicylate is the stronger conjugate base, and therefore salicylic acid would be the weaker acid.

Why is the melting point of aspirin lower in solid form?

In this case, this reasoning works the other way round: since adjacent aspirin molecules in solid aspirin are less capable of providing strong interactions among them, less energy is required to melt the solid; hence, its melting point will be somehow lower. Why is salicylic acid (pKa=2,97) more acidic than aspirin (pKa=3,50)?